不对称的基因过程,用于基拉尔 heteroaryl cyclopropanes 的一般合成
Xiaoxu Wang1, Jing Ke1, Yiling Zhu1
1Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
Journal of the American Chemical Society
|July 20, 2021
概括
一种新的催化方法使用基于的金属基催化 (MRC) 进行非对称的根基环. 这种方法可以有效地从基和二化合物中合成有价值的性异烯基环烯.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 不对称的合成方法
背景情况:
- 在有机化学中,开发用于不对称合成的高效催化方法至关重要.
- 金属催化 (MRC) 为复杂分子构造提供了一个独特的途径.
- 奇拉环烯是制药和材料科学中有价值的构建模块.
研究的目的:
- 开发一种高效的催化方法,用于不对称的根基循环化.
- 探索使用基于 ((II) 的金属基催化剂与新奇的性配体的使用.
- 为了提供普遍获得有价值的合性 heteroaryl cyclopropanes.
主要方法:
- 使用的基于的金属基催化剂 (MRC).
- 采用新合成的D2对称的性胺基二氨酸作为辅助连接体.
- 研究了用现场生成的α-heteroaryldiazomethanes对的不对称循环化.
主要成果:
- 获得了高收益的奇拉性 heteroaryl cyclopropanes.
- 显示出出色的二聚体选择性和反选择性.
- 展示了对各种α-heteroaryldiazomethanes和具有挑战性的烯的广泛应用.
结论:
- 建立了一个通用和高效的催化方法用于不对称的根基循环化.
- 优化的Co(II) -MRC系统与合性阿米多波菲林是非常有效的.
- 在计算和实验数据的支持下,阐明了涉及关键金属基基的逐步基因机制.
相关概念视频
Prochirality
4.2K
The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
4.2K
Radical Halogenation: Stereochemistry
4.0K
Stereochemistry is the study of the different spatial arrangements of atoms in a given molecule. The stereochemistry of radical halogenations can be understood from three different situations:
Halogenation to form a new chiral center:
Halogenation to form a new chiral center:
4.0K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
3.6K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
3.6K
Radical Anti-Markovnikov Addition to Alkenes: Overview
3.7K
The addition of hydrogen bromide to alkenes in the presence of hydroperoxides or peroxides proceeds via an anti-Markovnikov pathway and yields alkyl bromides.
3.7K
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
4.3K
The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
4.3K
Radical Substitution: Allylic Bromination
5.8K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
5.8K


![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)